Who doesn’t love a game of pick-up basketball or softball? Or exploring a new skatepark while on vacation in Hilton Head Island? There is something for everyone here, from baseball fields, to skateboard ramps, and tons of tennis courts — (psssttt… and also, even everyone’s new favorite sport, PICKLEBALL!)
These recreational facilities have endless activities to delight every member in your group. Whether you’re a pickleball enthusiast, avid runner, on a family outing, or planning a romantic picnic, our guide to Hilton Head Island’s recreational parks will have you on the right path to epic adventures during your stay on Hilton Head.
Situated on the north end of the island next to Fish Haul Beach Park, Barker Field features multi-use sports fields, baseball fields, and a playground for the kids. A boardwalk leads from Barker Field across the marshlands to an observation deck overlooking the Atlantic Ocean and Port Royal Sound.
For action and excitement on wheels, head to the Bristol Sports Arena just off Palmetto Bay Road. The Bristol Sports Arena outdoor skate park has ramps, rails, and features for all abilities or get your skates on for a session at the hybrid in-line outdoor hockey rink.
2 South Forest Beach Drive Hilton Head Island 29928
With more than 300 tennis courts and 4 of the “Greatest US Tennis Resorts” on the island, Hilton Head is a haven for racquet sports. The Cordillo Courts near Coligny Plaza feature 4 tennis courts and 4 pickleball courts, open daily, year-round, on a first come, first serve basis.
Situated one block from the Bristol Sports Arena, Crossings Park is one of the first (and largest) recreational parks on the island with three baseball fields, a playground shaded by tall trees, and a huge grassy meadow for playtime! A well-marked dirt trail winds between the playground and the meadow for a bike ride or nature walk beneath the towering live oaks.
152 William Hilton Pkwy Hilton Head Island, SC 29926
Hilton Head Park, also known as Old Schoolhouse Park, is one of the quieter recreational parks on the island. The park borders a tidal marsh and features courts for tennis and pickleball, a basketball pad, and a large grass field for soccer, football, and family fun after a day at the beach!
Take a tour of the Top Resort Areas of Hilton Head Island, find a Hilton Head home to suit your style, and start planning your vacation with the peace of mind of a local trusted team that has been locally serving Hilton Head Island since 1993! Sunset Rentals – here to serve all your vacation needs on Hilton Head Island!
Traveling to Hilton Head and want to enjoy some of the region’s most celebrated food festivals? Get ready for a culinary adventure like no other! Lowcountry cuisine is alive and well in South Carolina, and this region reflects that rich & diverse culinary history. From the cobblestone streets of historic Charleston to the beautiful sea islands, our region is home to a variety of world-class foodie festivals and authentic Gullah celebrations that lure food lovers from around the globe!
Check out these nine food festivals that will delight even the foodiest of foodies in your group!
ABOUT Who’s ready to do some oyster shucking? How does 45,000 pounds of oysters sound? The Lowcountry Oyster Festival is the world’s largest oyster festival! Highlights include live music on the main stage, raw oyster eating and shucking contests, wine, a selection of domestic and imported beers, a Children’s Area and a “Food Court” showcasing a variety of local favorite restaurants to satisfy everyone’s taste.
*Please note: this year’s event is cashless. Guest will purchase food & beverage tickets with a credit/debit card at satellite ticket tents throughout the event.
ABOUT Expand your culinary and cultural horizons! Over the course of seven days, visitors can take in celebrity guest chef dinners, enjoy the best of southern pitmasters, view local wildlife, experience cooking demos, sip wine tastings, learn from mixologists & scholars and so much more!
The festival explores the South’s evolving food culture, which has been returning to its roots in recent years by honoring its rich native agriculture. Experience the region’s rich fishing heritage during the weeklong festival. Here you can sample restaurants’ fresh catch specials, try fresh oysters, and maybe even learn how to fish yourself. From incredible seafood meals to rustic barbecue and bonfires, world-class talent and southern charm collide on one gorgeous Island setting.
ABOUT Come celebrate Gullah Culture! NIBCAA has hosted the Hilton Head Island Gullah Celebration, since 1996, which showcases the rich cultural heritage of the Gullah people and their history on Hilton Head Island. Gullah is more than simply the language and name of a people. It encompasses the essence of struggle, spirituality, perseverance and tradition. The Native Island Gullah People adhere to the custom of their ancestors through the sewing of sweet grass baskets, the weaving of casting nets and preparation of traditional Gullah food.
This year’s Celebration events include the “Arts Ob We People Annual Art Exhibition and Sale”, “Taste of Gullah”, Arts, Crafts and Food Expo, Gullah Gospel Music Series and more! Come celebrate Gullah where your soul will be transformed by the spirit of the Gullah Culture!
ABOUT Charleston Wine + Food is a beloved community event aimed at making connections that inspire curiosity through thoughtful storytelling and meaningful experiences with a sense of place.
Charleston Wine + Food Festival was founded in 2005 by a group of loyal community leaders with a vision of creating an event to promote and elevate Charleston’s culinary brand. As a 501(c)(3) non-profit organization, the goal was to put Charleston on the map as a culinary destination and bring national and international attention to the city through the production of a multi-day wine + food festival. Charleston Wine + Food infuses homegrown flavor with top chefs, winemakers, authors, storytellers, artisans, experts, and food enthusiasts from around the globe for a five-day event that spans the first full weekend each March.
LOCATION Lowcountry Celebration Park 94 Pope Avenue | Hilton Head Island, SC 29928
ABOUT The Hilton Head Island Wingfest will feature an astounding 20 – 25 local restaurants cooking their very best wings comprising over 6,500 lbs of chicken! There’s something for everyone to enjoy, from the fun kid’s zone, rock climbing wall, to the bungee jump area. Have the kiddos participate in the Kid’s Wing Bobbing Competition or make the foodie in your group enter the Adult Wing Eating Contest! Eat through the vendors, then vote for your favorite wing and watch the winner be crowned at 4:30pm.
Once inside the festival, money does not exist, and only tickets are accepted. Tickets can be purchase from the ticket tent located in the center of the park. Credit cards are accepted at ticket and drink tents.
ABOUT Cheers to the loveliest time of the year in the Lowcountry! The Hilton Head Island Wine and Food Festival makes its return, bringing with it beautiful weather, delicious sips and tasty bites from the region’s culinary leaders.
The Hilton Head Island Wine and Food Festival has been proudly supporting the community for 38 years. Proceeds from the wine auctions at the Grand Tasting and Public Tasting events benefit the John F. & Valerie Currie Educational Scholarship Fund for college students pursuing a degree in the hospitality and tourism field. The scholarships are currently offered at the University of South Carolina Beaufort and the Technical College of the Lowcountry. In the past nine years, the Festival has supported deserving students with $125,000 in contributions from the scholarship fund.
LOCATION Henry C. Chambers Waterfront Park Bay Street, Beaufort, SC 29902
ABOUT At the Original Gullah Festival you’ll enjoy traditional storytelling, dancing, the sounds of jazz, blues, reggae and African drums. There will also be an enormous amount of food vendors and local artisans filled with local cuisine and traditional Gullah favorites. Bring the whole family to experience this one-of-a-kind event!
In the tradition of its founders, the festival continues to focus on educating the masses about the Gullah culture. In addition to food and artisan vendors, visitors can enjoy panel discussions and presentations on heritage and culture, and audience members even have an opportunity to become involved by asking questions and participating in meaningful discussions! All ages are welcome.
ABOUT The award-winning Annual Historic Bluffton Arts and Seafood Festival is held annually in the charming and eclectic historic district, well known for its quirky art community, amazing restaurants, and natural river beauty.
The Seafood Festival is a weeklong event offering a myriad of activities, showcasing the locally harvested seafood, delicious Lowcountry cuisine, rich history, culture and art of the area and Southern hospitality found only in Bluffton.
ABOUT FOODIES UNITE! The Rock ‘N Ribs Music and BBQ Fest combines everything a foodie would want in a southern festival. A classic rock & roll weekend celebrating bbq, the people who make it, and the people who eat it. What’s not to like?! Stay tuned for more information about this rockin’ event!
EXPERIENCE LOWCOUNTRY LIVING!
Welcome to the ultimate Lowcountry culinary experience! On Hilton Head Island, you can indulge in the local flavors and traditions of the region while enjoying all the comforts of a luxurious vacation rental home. From gourmet kitchens stocked with top-of-the-line appliances to outdoor BBQs perfect for grilling up fresh seafood and Lowcountry veggies, you’ll have everything you need to cook like a true local in our selection of Hilton Head Island vacation homes.
Start planning your next Hilton Head Island beach vacation with Sunset Rentals today! Browse our collection of 1-7 bedroom vacation homes and villas, book with confidence and ease online, or give our team a call at (843) 785-6767.
We know the best places to stay, play, and feast on Hilton Head Island!
Did you know that Hilton Head Island is consistently ranked the #1 island in the Continental U.S.? The island is separated from the mainland of South Carolina by the thriving Calibogue Sound and Intracoastal Waterways with 12 miles of deep blue coastal waters along its eastern shoreline.
The incredibly diverse ecosystems of South Carolina’s coastal wetlands are pristine fishing environments with miles of freshwater marshes, backwaters, tidal creeks, and ocean waters teeming with a vast array of birdlife, wildlife, and marine life. Whether you’re a first-timer fisherman learning to cast a line or an experienced angler seeking a trophy catch, we highly encourage you to get out on the water on a guided Hilton Head fishing charter.
Most of the experienced charter captains on Hilton Head Island have been fishing the local waters for decades and stem from generations of local fishermen. The benefits of a guided full-service fishing charter are endless – local experienced guides, all the gear, and a fishing license included, and you get to focus on the tranquil Lowcountry views, the fishing experience, and quality time with family!
There are four main types of fishing charters to choose from:
Inshore: Inshore charters stay close to land in the shallow and calm waters around Hilton Head Island. Fish species found include tarpon, redfish, trout, flounder, black drum, and sharks.
Nearshore: Nearshore charters venture around 5-25 miles from the island trolling the wrecks, rips, and reefs for red snapper, Spanish mackerel, king mackerel, tarpon, grouper, sharks, and so much more!
Deep Sea: Deep Sea fishing takes you 40+ miles from the coastline or out to the Gulf Stream and is an all-day affair for avid anglers. Hilton Head boasts some of the best offshore big game and sport fishing on the Atlantic coastline with an abundance of Mahi Mahi, blackfin tuna, marlin, wahoo, and more.
Shark Fishing: Every HHI fishing experience is likely to include an encounter with one of Hilton Head’s 50+ shark species but nothing is quite as thrilling as a guided shark fishing charter. Shark fishing is a Hilton Head specialty and the kids absolutely love it!
Broad Creek Marina is Hilton Head’s newest marina with lots of fun both on and off the water. The marina is situated next door to Adventure Hilton Head for ziplining, Sky Pirate for parasailing, and Up the Creek Pub & Grill for fresh seafood overlooking Broad Creek. On the water, you’ll find dolphin and nature cruises, boat tours to the Vanishing Island and historic Daufuskie Island, and a wide variety of fishing charters with highly-rated local guides.
Charters for up to 6 passengers: 3-Hour Charter – From $475 Half-Day Charter – From $575 Full-Day Charter – From $1,200
Captain Terry Hall and his experienced captains at Tail Tamer offer a variety of inshore and nearshore charter options for all ages and abilities, including beginner fishing trips, family charters, thrilling shark fishing, and classic catch n’ eat fishing charters!
Charters for up to 6 passengers: 4-Hour Charter – From $695 6-Hour Charter – From $950 8-Hour Charter – From $1,395 12-Hour Charter – From $1,975 Gulfstream Charter – From $3,460 Shark Fishing Trip – From $595
Captain Mike Russo will cater to all your deep sea fishing desires in comfort aboard his 38’ Hatteras Sportfisher, Integrity. Choose from near-shore and offshore deep-sea fishing charters or private customized charters for a sunset or island cruise. Learn the basics on a family fishing trip or head into the deeps for the catch of a lifetime with Integrity Charters. Captain Mike Russo will cater to all your deep sea fishing desires in comfort aboard his 38’ Hatteras Sportfisher, Integrity. Choose from near-shore and offshore deep-sea fishing charters or private customized charters for a sunset or island cruise. Learn the basics on a family fishing trip or head into the deeps for the catch of a lifetime with Integrity Charters.
Charters for up to 6 passengers: 3-Hour Inshore/Shark Trip – From $525 4-Hour Vanishing Island & Shark Fishing – From $650 4-Hour Inshore/Nearshore – From $650 5-Hour Nearshore – From $800 6-Hour Offshore – $950 8-Hour Offshore – $1,350
Captain Jack and Reel Easy Charters specialize in inshore, nearshore, and offshore fishing charters in and around the Lowcountry waters. For the ultimate family fishing experience, their Vanishing Island & Shark Fishing charter explores the sand dollars, starfish, shells, and shark life around the Vanishing Island of Hilton Head Island.
Charters for up to 6 passengers: 3-Hour Shark & Inshore – From $425 4-Hour Inshore & Nearshore – From $525 5-Hour Inshore & Nearshore – From 625 6-Hour Inshore & Nearshore – From $725
Land the fish of a lifetime with Captain Danny & his crew at Sea Bee Charters on Broad Creek. Sea Bee operates a 25’ Carolina Skiff geared for inshore fishing on Broad Creek and nearshore charters to the wrecks and reefs off the coastline.
Charters for up to 6 passengers: Shark Fishing – From $450 Half-Day Charter – From $600 5-Hour Charter – From $750 6-Hour Charter – From $900 8-Hour Charter – From $1,200
Strike gold on a sport fishing charter with Captain Jay Prescott of Top Shot Sport Fishing. Fishing trips include trolling and bottom fishing the nearshore artificial reefs, all-day charters to the Savannah Snapper Banks, shark fishing trips around the island, or customized trips for up to 6 anglers.
Combine a Lowcountry fishing charter with the best waterfront dining experience on Hilton Head Island at Skull Creek Marina. Situated across from Pinckney Island National Wildlife Refuge on the northern end of the island, Skull Creek Marina is home to the famous Skull Creek Boathouse, Skull Creek Dockside, and Hudson’s Seafood House on the Docks with the ultimate in Lowcountry cuisine and views. They’ll even cook up your catch of the day for a boat-to-table restaurant experience!
Charters for up to 6 passengers: 3-Hour Fishing Charter – From $625 4-Hour Fishing Charter – From $750 5-Hour Fishing Charter – From $900 6-Hour Fishing Charter – From $1,200 7-Hour Fishing Charter – From $1,350 8-Hour Offshore Charter – From $1,600
Climb aboard the 32’ Bulldog docked at Hudson’s Seafood House on the Docks at Skull Creek Marina. Captain Christiaan, a third-generation Hilton Head Island fishing captain, offers a variety of charters ranging from fun 3-hour shark fishing trips for the kids to full-day reef trips and offshore bottom trips. Remember to reserve a table to cook your catch!
Situated across from Palmetto Dunes Oceanfront Resort, Shelter Cove Harbour & Marina is a Hilton Head hotspot for shopping, waterfront dining, famous festivals, and every watersport and activity you can imagine under the sunny South Carolina skies. The world-class marina is the largest deepwater marina on the island and the starting point of some of the best fishing experiences on Hilton Head Island.
Guided Fishing Charters: 3-Hour Kayak Fishing – From $135 3-Hour Family Fishing – From $495 3-Hour Shark Fishing – From $495 4-Hour Charter Fishing – From $595
Outside Hilton Head is all about exploring the great outdoors! They offer a full fleet of boat rentals with inshore, nearshore, and shark fishing charters, kayak fishing excursions, nature tours, dolphin cruises, and a variety of water activities for every age group.
Public Party Fishing Charters: 3.5-Hour Inshore Shark Fishing – From $55 pp 4-Hour Inshore Shark Fishing – From $60 pp 4.5-Hour Inshore Shark Fishing & Fireworks – From $65 pp 5.5-Hour Offshore Fishing – From $65 pp
Captain Hook is the largest fishing boat on Hilton Head and a great option for an affordable group fishing charter! Choose from inshore shark fishing, and offshore charters, or book well in advance for their sunset shark fishing or fishing and fireworks charters in the summer. For a private experience, the fleet includes the Gullah Gal, True Grits, Gale Force, and Gale Warning for groups of up to 6 people.
Charters for up to 12 passengers: 3-Hour Charter – From $495 4-Hour Charter – From $595 5-Hour Charter – From $725 6-Hour Charter – From $850 8-Hour Charter – From $1,195
Captain Mike Altman has been chartering the local waters since 1970. Head out on an inshore charter on the Calibogue Sound, a nearshore excursion on the reefs, or create a one-of-a-kind experience customized for your charter crew with Bay Runner Fishing Charters.
Charters for up to 6 passengers: 2-Hour Charter – From $350 3-Hour Charter – From $495 4-Hour Charter – From $625 5-Hour Charter – From $745 6-Hour Charter – From $875 7-Hour Charter – From $940 8-Hour Charter – From $1,245
Local island native, Captain Byron Sewell, and his team of seasoned guides offer nearshore and offshore charters for all ages on their 26-ft power catamarans. Native Son charter options range from two-hour trips to all-day deep-sea adventures along the South Carolina coastline.
Hilton Head Outfitters are best known for their water activities and guided inshore fishing charters on the Palmetto Dunes 11-mile lagoon system, teeming with a variety of saltwater fish. They also offer nearshore and offshore charters on their custom Maverick out of Shelter Cove Harbour & Marina.
The Harbour Town Yacht Basin in Sea Pines Resort is one of the top yachting destinations on the Atlantic Intracoastal Waterway and a haven for boaters, water sports enthusiasts, and anglers of all ages! The Sea Pines Resort area is home to many of Hilton Head’s top attractions as well as world-class private fishing charters with the island’s most experienced and qualified captains
Charters for up to 4 passengers: 4-8 Hour Fishing Trips – Call For Pricing
Join Captain Greg Clark aboard his 25’ Sea Cat to explore the coastal waters in and around Hilton Head. Capt. Greg’s private fishing charters are family-friendly and include offshore, inshore, deep sea, and shark fishing expeditions for up to 4 passengers.
Charters for up to 6 passengers: 3-Hour Shark Fishing – From $500 4-Hour Charters – From $700 5-Hour Charters – From $875 6-Hour Charters – From $1,000 8-Hour Charters – From $1,400
The 31’ Black Skimmer is chartered by father and son fishing team Captain Steve and Captain Ben. They offer nearshore, offshore, deep sea, and shark fishing charters from Harbour Town for up to 6 passengers, families welcome.
Charters for up to 6 passengers: 2-Hour Charters – From $400 3-Hour Shark Fishing – From $500 3-Hour Charters – From $500 4-Hour Charters – From $560 6-Hour Charters – From $815
Located at the pier at Harbour Town Yacht Basin, Valor Charters offer year-round fishing charters of the Atlantic Ocean and Calibogue Sound, including tranquil fly fishing trips on Hilton Head’s Lowcountry backwaters and estuaries. The 26’ Andros Boatworks carries up to four anglers, children are welcome.
Situated on the south end of the island near the base of the Coligny Island Expressway Bridge, the Palmetto Bay Marina is one of Hilton Head’s oldest working marinas, fully renovated for your boating pleasure! There’s shopping at Bay Breeze, excellent waterside restaurants, bars, live music on Broad Creek, and a full-service marina with Lowcountry watersports, party boat fishing, and a variety of fishing charters.
Charters for up to 6 passengers: 3-Hour Shark Fishing – From $495 4-Hour Charter – From $595 5-Hour Charter – From $695 6-Hour Charter – From $795 8-Hour Charter – From $1,195
Captain Brad & Captain Bill are full-time Lowcountry captains with plenty of experience to deliver the ultimate fishing experience on Hilton Head Island. They offer multiple inshore, nearshore, and family fishing trips aboard the customized 25’ Pursuit, set up to fish! Reel Job Charter Fishing is voted the best fishing charter service on Hilton Head Island by Lowcountry Style & Living!
Party Fishing & Private Charters: 2-Hour Private Charter – From $395 3-Hour Private Charter – From $495 4-Hour Private Charter – From $650
4.5-Hour Deep Sea Fishing aboard The Drifter – From $72 pp
Shark Fishing aboard The Drifter – From $65 pp
Drifter Excursions offer dolphin watching, shark fishing, and private fishing charters on a fleet of four boats including sport fishing aboard the Boomerang, inshore and shark fishing on the Ricochet, and party boat fishing aboard the 60’ Drifter. The Hobo, a 27’ Carolina Skiff departs out of Shelter Cove Harbour and Marina with private charters for groups of up to 16 anglers.
Charters for up to 4 passengers: 2-Hour Charter – From $375 3-Hour Charter – From $475 4-Hour Charter – From $575 5-Hour Charter – From $725 6-Hour Charter – From $875 8-Hour Charter – From $1,150
Off the Hook Fishing Charters is owned and operated by Captain Brian Vaughn, an island native with two IGFA World Records to his name and 30+ years of experience guiding inshore, light tackle, and fly fishing charters on the Lowcountry waterways. Their fleet of 18’, 22”, and 25’ bay boats are geared with the finest fly and spinning tackle for the ultimate fishing experience for all ages and abilities. For large groups, you can book 2-3 boats for up to 12 passengers!
The Hilton Head Harbor & Marina is also located on the north end of the island as you drive in on William Hilton Parkway. The harbor and full-service marina are home to Sea Monkeys Watersports rentals & tours, Mermaid Boat Tours, local HHI charter fishing companies, and one of the island’s best-kept secrets – The Sunset Grille, a casual fine dining restaurant with the best waterfront and sunset views on Hilton Head!
Charters for up to 6 passengers: 4-Hour Charter – From $750 5-Hour Charter – From $900 6-Hour Charter – From $1,050 8-Hour Charter – From $1,400
For the ultimate shark fishing experience, book a charter with Captain Chip on The Outcast. The Outcast is the current state record holder for blacktip and lemon sharks, and the largest fish ever landed… a 16.3ft Great White! Whether you’re a family of novice fishermen or an avid angler, Hilton Head shark fishing is best on The Outcast.
After a day adventuring the Lowcountry waterways or deep Atlantic waters, settle your sea legs with Sunset Rentals. Our collection of 230+ Hilton Head Island vacation rentals are situated in the top Hilton Head neighborhoods with high-end amenities and home comforts to cater to every angler at the end of the day!
Book with confidence and ease online or call our team today at (843) 785-6767.
Hilton Head Island is known for luxurious Lowcountry island living off the coast of South Carolina. This popular vacation destination is full of fun for the whole family with renowned athletic facilities, beautiful nature preserves, historical sites, bike trails, miles of sandy beaches, and plenty of bustling bars.
The social scene on Hilton Head Island is one you won’t want to miss! Head over to one of the best bars on the island for a one-of-a-kind experience with friendly bartenders, southern hospitality, great food, and even better drinks. Not sure where to start? Check out our top 10 favorite bars below…
Phone: (843) 816-4648 Open Daily | 11 AM to 8 PM First come, first serve
Pool Bar Jim’s is a favorite amongst locals and visitors alike due to its laidback island vibe, aesthetic atmosphere, and delicious frozen cocktails. Head over to the poolside of Marriott’s Grand Ocean Resort on Coligny Beach for a classic Lava Flow or choose your own signature concoction from Pool Bar Jim’s Tropical & Exotic Frozen Drinks menu book! Jim is one of Hilton Head’s most beloved bartenders!
If you prefer a more sophisticated fine dining bar, head over to Quarterdeck at Sea Pines Resort! Quarterdeck boasts a bar a dining room on the first floor, and a rooftop oyster bar with delicious food, classic cocktails, and panoramic views of Harbour Town and Calibogue Sound. This is the spot to savor a Sunset on the Sound specialty cocktail or local craft beer with live music and the best sunset views on Hilton Head. Visitors not staying in Sea Pines Resort Area are required to pay a small, cash entry fee at the Sea Pines gate.
The Tiki Hut is a go-to for good times on Hilton Head Island, with laid-back locals and fun-loving visitors for nearly 50 years. Ready to sink your toes in the sand, listen to live tunes, snack on beachside bites, and sip a cocktail or two or share a 32oz bucket of fruity rums and tropical juices with friends? The Tiki Hut’s frozen drinks, margaritas, and hand-crafted cocktails pair perfectly with the laid-back beach vibes.
Phone: (843) 842-4414 Open Daily | 11:30 AM to 10 PM Bar Service Sunday – Wednesday | 11:30 AM to 12 AM Bar Service Thursday – Saturday | 11:30 AM to 1.30 AM Champagne Sunday Brunch | 11 AM to 2:30 PM Daily Happy Hour | 4 PM to 7 PM Seasonal Live Music | See the lineup HERE! First come, first serve
Voted “Hilton Head Island’s Best Bar”, Reilley’s Grill and Bar has been an island institution since 1982 and is sure to become a favorite! Reilley’s is truly reminiscent of a classic Boston pub. Gather with friends for drinks in the sophisticated bar area or soak up the sun and live music on the outdoor patio with a sunset martini, Reilley’s mule, or mockarita for the DD!
For a more casual setting, head to Callahan’s Sports Bar, voted the #1 sports bar on Hilton Head Island. This is the Hilton Head hotspot to watch a football game, shoot pool or play darts with friends, or grab a late-night beer and bar food – the menu is huge ranging from “Tip-Off” appetizers to burgers, sandwiches, and healthy house salads!
Looking for a cafe and pub all in one that your whole family will love? Try out Main Street Island Pub for traditional New American cuisine. Main Street Island pub offers everything from homemade soups and sandwiches to delicious beer and cocktails – indoor in the a/c or on the comfortable outdoor patio!
Phone: (843) 785-4950 Monday – Friday | 11 AM to 10 PM Saturday & Sunday | 10 AM to 10 PM Daily Happy Hour | 4 PM to 7 PM Seasonal Live Music | See the lineup HERE! First Come, First Serve for Outdoor Dining
Enjoy the taste of the Keys at The Black Marlin’s Hurricane Bar situated on the waterfront at Palmetto Bay Marina. There’s a 100% chance of ice-cold beverages in the forecast! Come by for your favorite ice cold beer, wine, or a world-famous frozen cocktail. Their signature drink, The Black Marlin Hurricane, is a must have – a delicious combo or passion fruit rum, amaretto, and exotic juices in a take-home souvenir glass.
The Dunes House is the place to be in Palmetto Dunes for a cool cocktail, delicious food, and an oceanfront view. Enjoy classic frozen favorites like the Arnie Palmer and the Dunes House Screwdriver, or discover a new favorite cocktail like the Pirate’s Punch! The Dunes House is open to guests staying in Palmetto Dunes Resort Area only.
Phone: (843) 341-3838 Monday to Saturday | 11 AM to 10 PM Sunday | 10 AM to 9 PM Sunday Brunch | 10 AM Daily Happy Hour | 4 PM to 7 PM
Rooftop Bar Hours: Sunday – Tuesday | 4 PM to 10 PM Wednesday – Thursday | 4 PM to 12 AM Friday – Saturday | 4 PM to 2 AM Seasonal Live Music | See the lineup HERE!
Poseidon, named after “the god of the sea,” has become the mid-island destination for the best dining, shopping, and entertainment. From fresh catch items to “Coast-to-Coast” entrees, experience the best selection of seafood, steaks, and cocktails! Pick from the amazing Oyster Raw Bar or the NautiBar, a covered outdoor bar overlooking Broad Creek, or dance the night away in the rooftop bar, open daily from 4 PM.
Last but not least, The Sandbar Beach Eats is a top spot for warm hospitality and memorable food and drinks! This laidback bar is the perfect place to relax on a sunny patio after a day on Coligny beach, with beach snacks, southern seafood, or island style tacos and an ice cold cocktail in hand.
Wherever you find yourself on Hilton Head Island, you’re sure to find warm Southern hospitality, delicious local seafood, and hand-crafted cocktails just around the corner. The only thing more important than your food and beverage adventures around the island is where you’ll stay!
For 28 years, Sunset Rentals has understood that there are few things more precious than your time on vacation with friends and family. We are driven by the desire to make certain that your vacation is spent enjoying that time.
Whether you’re a beach lover, a golf fanatic, or an outdoor and nature enthusiast, the beautiful island of Hilton Head has something for everyone. From sunny white sand beaches, sparkling Atlantic Ocean waves, and Lowcountry waterways, to the lush fairways of world-class golf courses and miles of nature trails, Hilton Head Island has it all.
When you need a break from all the fun in the sun, there’s no shortage of delicious restaurants, lively bars, charming shops, and low-key attractions to explore. So come join us on this pet-friendly paradise island – we can’t wait to show you all the amazing things Hilton Head has to offer!
Ready to experience the ultimate beach vacation in Hilton Head, SC? Sunset Rentals have a collection of 220+ rental properties on Hilton Head Island with a variety of options to choose from! Hilton Head Island is divided into gated communities, known as plantations or resort areas, each with its own unique Lowcountry charm, attractions, and selection of vacation villas, coastal condos, and luxury private homes.
If you’re wondering where to stay on Hilton Head Island to suit your travel style, our team at Sunset Rentals has compiled a breakdown of the top resort areas in Hilton Head – highlighting the attractions and best places to stay in each Hilton Head neighborhood. View our Hilton Head Island maps while you read on!
1. NORTH & SOUTH FOREST BEACH
Known as the “Hilton Head Hot Spot” downtown Forest Beach is a vibrant, oceanfront neighborhood centered around bustling Coligny Plaza and three miles of award-winning white sand beaches at Coligny Beach Park. A vacation in Forest Beach puts you in the heart of the action with rental properties within walking distance to the beach and some of the island’s best shopping, restaurants, tiki bars, and nightlife. Coligny Beach Park boasts top-notch amenities for a beach day including wheelchair access, beach gear rentals, shaded gazebos, and a beautiful boardwalk for walking or biking.
Aside from countless activities on your doorstep, you’re centrally located to explore all the attractions on Hilton Head Island, and the seasonal Breeze Trolley makes it easy to get around the island.
Situated on the southern tip of Hilton Head Island, the Sea Pines Resort area is the original and largest plantation on the island encompassing 5,000 acres of spectacular beauty and historical Lowcountry charm. Sea Pines is ranked among the top resorts in America and with endless attractions, water activities, and family-focused events, Sea Pines is a top choice for families visiting Hilton Head.
Sea Pines borders the Atlantic Ocean and Calibogue Sound with 5 miles of beaches to soak up the sun, paved trails for walking or biking, and endless things to do for the whole family. Sports enthusiasts have a choice of three championship courses, Heron Point, Atlantic Dunes, and the famous Harbour Town Golf Links, home of the annual RBC Heritage, South Carolina’s only PGA Tour. If tennis is your game, the Sea Pines Racquet Club is one of the top tennis facilities in the country!
Nature lovers will find themselves drawn to the Sea Pines Forest Preserve, a wildlife habitat with trails winding through the wetlands, lagoons and fishing docks, and a wide choice of dolphin watching and eco-tours to experience the history and beauty of Hilton Head Island.
Harbour Town is a top Hilton Head Island attraction and another great reason to stay in the Sea Pines Resort area. Climb the iconic candy cane Harbour Town Lighthouse, take a dolphin tour or cruise from the marina, and enjoy some of the best shopping and waterfront restaurants on Hilton Head Island only a short walk, bike ride, or Sea Pines trolley trip from your vacation home.
Situated on 2,000 acres in the heart of Hilton Head Island, Palmetto Dunes is an oceanfront haven with something for everyone! Guests have easy access to three miles of beautiful beaches, a lush 11-mile lagoon system for kayaking, canoeing, and fishing, and shaded biking trails through quiet streets lined with ancient oaks and towering palmetto palms.
Stay active with a round of golf on the George Fazio Golf Course, Arthur Hills Golf Course, or oceanfront on the Robert Trent Jones Course with one of only two oceanfront holes on Hilton Head. For a round of racquet sports, the award-winning Palmetto Dunes Tennis & Pickleball Center is ranked among the top tennis centers in the world.
In the local Palmetto Dunes neighborhood, you’ll find golf club dining, and oceanfront dining at Dunes House and Sonesta Resort, or hop on your bike or the Palmetto Dunes Buggy to Hilton Head Island’s premier waterfront destination, Shelter Cove Harbour & Marina. Palmetto Dunes proximity to Shelter Cove is one of the many reasons our guests choose to stay here. Shelter Cove has some of the best water activities and tours on the island, with an excellent selection of shops, bars, restaurants, and vibrant nightlife.
Nestled between Sea Pines and Palmetto Dunes near Coligny Plaza, Shipyard is the second plantation developed on the island and, at only 800 acres, comes in as the smallest of the Hilton Head resort areas. The Shipyard resort area of Hilton Head is like a tiny slice of heaven, a naturistic plantation with quiet neighborhoods, tranquil oak-lined trails, award-winning golf courses, and lagoons abounding in wildlife and birdlife, along with the Lowcountry charm of a bygone era.
Most of the resort area encompasses the championship courts of the Van Der Meer Tennis Center and the fairways of the Shipyard Golf Club featuring 27 holes of championship golf on the Clipper Course, Galleon Course, and Brigantine Course. Oceanfront, you’ll find the Shipyard Beach Club with an oceanfront bar, deck, and boardwalk leading to a wide stretch of beach, and The Sonesta Resort for shopping, dining, and live entertainment.
Bordered by the Atlantic Ocean and Port Royal Sound on the northern curve of Hilton Head lies the historic neighborhood of Port Royal. Port Royal was the first landmass sighted by Captain William Hilton and is a quieter and older neighborhood with a rich history, natural beauty, family-friendly beaches, and one of the most exotic golf courses in the world!
Built atop former Civil War grounds and named one of the “Top Exotic Golf Courses in the World”, the Port Royal Golf & Racquet Club offers a unique (and challenging!) round of golf on the Barony and Robber’s Row Course, along with FootGolf for all ages, and world-class courts for pickleball and tennis.
For fun in the sun, the Port Royal Plantation has 19 beach access paths leading to the secluded shoreline of Port Royal Sound and the Atlantic Ocean. Port Royal’s beach access takes you to one of the best stretches of beach on Hilton Head – Islander Beach Park and neighboring Folly Field Beach, “the locals’ beach”. Port Royal is away from the crowds, there’s a small selection of golf and resort dining, and the seasonalBreeze Trolley has regular mid-island stops from the Westin Hotel and Port Royal Golf & Racquet Club to connect to the other resort areas of Hilton Head Island.
Locally serving Hilton Head since 1993, Sunset Rentals take pride in ensuring first-class service for an exceptional vacation experience. Our Sunset Package allows you to book a home with confidence and ease, our local team is available to help you plan your trip, and our bike & beach gear program gives you credit on beach gear, bike rentals, water sports rentals, and so much more! Book online or call our team today at (843) 785-6767.
The laid back Lowcountry lifestyle on the South Carolina coastline naturally blurs the lines between business, life, and leisure! Here on Hilton Head Island, you can trade your suits and ties for flip flops and tees, your daily commute for a bike ride, and your home office for an oceanfront retreat on the award-winning shoreline of “America’s Favorite Island”.
On Hilton Head, it’s easy to embrace our luxurious laid-back lifestyle while staying connected, managing your workload, hitting the links, taking time out with family and friends, and soaking up the sun on miles of unspoiled Atlantic beaches – our beaches are dog-friendly too! If you’re dreaming of a coastal getaway where work meets wanderlust, come to Hilton Head Island!
Here are 10 remote work hotspots on Hilton Head Island for snowbirds, digital nomads, freelancers, and professionals to find a desk in paradise!
Located at the south end of the island, Coligny Beach Park offers all the amenities you need to work from the beach on Hilton Head Island! Whether you prefer a shaded spot under the trees, a sun-drenched picnic table with ocean views, or a salty sea breeze near the shoreline, you’ll find it at Coligny Beach Park along with free public parking, bike racks, restrooms, and free WiFi to connect for work! With seasonal lifeguards, your family can play safely on the beach while you work on your to-do list. Craving a snack or a change of work vibe, Coligny Plaza has an amazing selection of restaurants, casual cafés, or tropical tiki bars for a sunset cocktail – you can always hop on the seasonal Breeze Trolley back to your Hilton Head home.
If mixing business with pleasure means long hours on the fairways, you can play in the footsteps of legends and work remote from the Harbour Links Golf Course in Hilton Head’s Sea Pines resort area. Overlooking the 9th Green, the Harbour Town Clubhouse has meeting rooms, event spaces, an on-site business center, and quiet areas to conduct business. For a casual alternative, reserve a table on the scenic patio at Links, An American Grill open daily for breakfast, lunch, or dinner paired with a tee time and remote work session. Click HERE to book tee times at the famed Harbour Town Golf Links.
The Harbour Town Bakery & Café is a much-loved local coffee shop in the heart of Harbour Town Marina on the south end of the island. Choose from café style seating (and A/C!) indoors, a quaint Lowcountry porch, or outdoor patio seating under the live oaks for an all-day breakfast or light lunch while you clock in for some work hours! If the kids are in tow, Harbour Town is a haven for family fun – boating, watersports, fishing charters, sightseeing cruises, live music, events under the famed Liberty Oak, and the Greg Russell Playground for hours of entertainment! Harbour Town Marina is a free WiFi hotspot on Hilton Head, so you can always find a peaceful place to work with views on the bench seating around the Yacht Basin & Marina.
Hours: Monday – Saturday 9 AM to 9 PM Sunday 10 AM to 7 PM
Nothing beats the ambiance and aroma of a bookshop for a calm and controlled work environment! Situated on the north end of the island at Indigo Park, Hilton Head’s Barnes & Noble has a small café area with a selection of sandwiches and sweet treats to snack on, hot and cold beverages, and free WiFi to work.
The Corner Perk, a beloved Old Town Bluffton brunch café, has another location nearby in Festival Center at Indigo Park on the north end of Hilton Head Island. The space has casual lounge areas with sofas, café tables, and booths indoors with covered seating for a dose of fresh air outdoors. The Corner Perk is “more than a coffee shop”, it’s a social hub for locals and visitors where first dates flourish, new friends are found, deals are sealed, and crazy good coffees serves a cause! Their breakfast skillets will have you back twice!
6. Hilton Head Public Library
Neighborhood: North End near thePort Royal Resort Area Location: 11 Beach City Road, Hilton Head Island Phone: (843) 255-6500
Hours: Monday – Thursday 9 AM to 7 PM Friday – Saturday 9 AM to 5 PM Closed Sunday
The Hilton Head Public Library, one of five branches of the Beaufort County Library, is located on Beach City Road on the north end of the island. The library features a bookstore, a children’s area for the little ones, a cozy South Carolina reading room with an extensive business collection, and a peaceful outdoor garden with benches. If you need public computers, printing and photocopying services, and free WiFi on Hilton Head – this is the remote workspace for you! You can even reserve a meeting room while traveling as a team.
If you can’t start your day without a Starbucks, you’re spoilt for choice on Hilton Head Island. There are several Starbucks locations on the island sustainably designed around the Lowcountry landscapes – an all-new Starbucks on Pope Avenue, and Starbucks coffee shops at Shelter Cove Harbour & Marina, Sea Turtle Marketplace, and Island Crossing with peaceful patios and free WiFi to work while savoring your Starbucks fix.
Inspired by the blissful aroma of fresh French pastries? The Hilton Head Social Bakery is Hilton Head’s favorite local bakery with two warm and welcoming locations on the island – waterfront at Shelter Cove Harbour & Marina and a second space in the former Dairy Queen building near Sea Pines Circle. Both locations are pet-friendly with indoor and outdoor seating, free WiFi, organic fair-trade coffees and teas, and tempting French breads and pastries by award-winning owner and chef Philippe Feret.
Skull Creek Dockside: Phone: (843) 785-3625 Hours: Monday – Saturday 11 AM to 10 PM Sunday 10 AM to 10 PM Daily Happy Hour 4 PM to 7 PM
Skull Creek Boathouse: Phone: (843) 681-3663 Hours: Monday – Thursday 11 Am to 9 PM Friday – Saturday 11 AM to 10 PM Sunday 10 AM to 9 PM Daily Happy Hour 4 PM to 7 PM
If your job involves more socializing than spreadsheets, why not network from two of Hilton Head’s landmark waterfront restaurants? Skull Creek Dockside & Skull Creek Boathouse both bring the same laid-back, relaxed atmosphere with waterfront patios, outdoor bars, happy hours, live music, lawn games, breathtaking views, and free WiFi hotspots to stay connected. Did we mention award-winning Lowcountry cuisine and seafood? Neither locations take reservations, so plan to wait – or wander between the two “coworking” spaces making new connections.
What if working from home comes with elegant interiors, a private pool and spa, uninterrupted ocean views, and the soothing sounds of the Atlantic Ocean as your daily companion? At Sunset Rentals we’ve curated a collection of homes on Hilton Head Island that redefine the way you work! Whether your work setup requires a formal office space, hammock chair, or a poolside perch while the kids play, finding your ideal remote workspace on Hilton Head has never been easier – pick a property with Vayk bike & beach gear credit and get all your bikes, beach gear, and water sports gear delivered for free!
Stay with Sunset Rentals
Whether you’re simply networking or negotiating a million-dollar deal, trust Sunset Rentals with your remote workcation on Hilton Head Island. Locally serving Hilton Head since 1993, our team takes pride in offering the most trusted vacation rentals on Hilton Head to work from home with warm southern hospitality and first-class service every step of the way.
Hilton Head Island has long been celebrated as a destination where pristine beaches, world-class golf courses, and a welcoming family-friendly atmosphere blend seamlessly. But, Hilton Head is America’s favorite island year-round and doesn’t only shine in the summer season!
If this is the white Christmas you’re dreaming of this year, trade in white snow for white sandy beaches on Hilton Head Island this holiday season. From sunny beaches, world-class golf, and outdoor adventures in nature to alfresco oceanfront dining, one-of-a-kind shopping, and coastal homes for the holidays, Hilton Head Island offers a smorgasbord of fun to celebrate the holiday season.
From winter markets, cultural celebrations, and unique culinary experiences to heartwarming holiday traditions, we invite you to embrace the winter season in true Lowcountry style on Hilton Head Island.
Whether you’re seeking private access to miles of uncrowded beaches, heated pools, spacious gourmet kitchens to host family feasts – or a combination of it all – you’ll find your coastal home for the holidays and peace of mind with Sunset Rentals.
Stroll along the harbour and enjoy the illuminated seasonal figures, including the centerpiece attraction –a towering Christmas tree! The perfect place to spend the holiday season with your family, Harbour Town will be bustling with activities and live entertainment. The official tree lighting will take place just prior to the Gregg Russell concert at 7:30pm Friday, November 29.
While you’re enjoying the holiday season, help the Deep Well Project make a difference in someone’s life. Drop off a couple of canned goods or a new, unwrapped child’s toy in the well by the Liberty Oak stage.
The holiday lights at Shelter Cove Harbour & Marina are a must-see during your winter vacation on Hilton Head. As the sun sets, the harbour transforms into a colorful coastal winter wonderland with brightly lit boats, local holiday shopping, and waterfront restaurants along the marina.
Local’s Tip: Reservations are always recommended for dinner.
Shelter Cove Harbour & Marina is beautifully lit with over 100,000 holiday lights, brightly decorated boats in the marina, and waterfront shops and restaurants adorned in festive décor. Take a stroll along the waterfront promenade to soak up the sights and be sure to stop by Francesca’s at Shelter Cove Town Center for a visit with Santa and Mrs. Claus.
Start your winter adventures with a stroll through the Hilton Head Community Market at Shelter Cove Community Park. Browse and shop an array of handcrafted goods, locally sourced produce, and unique artisanal creations.
Upcoming Dates:
November 9, 2024 9:30 am – 12:30 pm November 16, 2024 9:30 am – 12:30 pm November 23, 2024 9:30 am – 12:30 pm November 30, 2024 9:30 am – 12:30 pm December 7, 2024 9:30 am – 12:30 pm December 14, 2024 9:30 am – 12:30 pm December 21, 2024 9:30 am – 12:30 pm December 28, 2024 9:30 am – 12:30 pm
The Hilton Head Farmers Market at the Coastal Discovery Museum is a quintessential Lowcountry experience. Here, you can wander through rows of colorful market stalls, stroll around the Museum’s majestic 68-acre property, discover the island’s rich Gullah culture, or book a tour to explore Hilton Head Island, on land or water!
Date: Weekly on Tuesday Time: 3 PM – 5 PM Location:9 Palmetto Bay Rd, Hilton Head Cost: Between $25-$35 per person, food not included!
Tasty Tuesday at Roller Wine & Spirits invites wine enthusiasts and novices alike to sample a carefully curated selection of wines, led by expert sommeliers and often the winemakers themselves! Call (843) 842-1200 or book online.
Links, an American Grill invites you to join us for the return of our wine dinner season. At our wine dinners, you will meet The Sea Pines Resort chefs as well as winemakers from around the country while enjoying fine dining and outstanding wines. Check out a list of our upcoming wine dinners and reserve your spot today while space is still available.
Shafer Vineyards Wine Dinner Shafer Vineyards Wine Dinner – Friday, November 22, 6:30pm Learn More
An Evening with Rob Mondavi Jr An Evening with Rob Mondavi Jr – Friday, December 13, 6:30pm Learn More
Oyster roasts are celebrations of community and the bounty of the sea — two of South Carolina’s most enduring traits. Coast, Oceanfront Dining at The Sea Pines Resort invites you to enjoy a special menu of fresh, local and roasted-on-site oysters from Maggioni Oyster Company on St. Helena Island along with live music performed by Mark Husbands and drink specials with Fisher’s Island Lemonade. Completing the coastal culinary feast: Peel-and-eat shrimp, available by the half pound or pound. Join in on the fun at Coast Oceanfront Dining located at the Sea Pines Beach club every Saturday from 1-4pm, weather permitting.
Cost: – Distillery Tours: $40 per person – Cocktail Classes: $95 per person – Holiday Cocktails & Cookies Class (12/6 & 12/13): $125 per person ** Pricing is subject to change
At Hilton Head Distillery, you’ll embark on an immersive journey through the art of distillation. Tour the production facilities, sample the distillery’s signature spirits, book a cocktail class with a master mixologist, or simply drop in for a drink. Non-alcoholic options are also available.
Join in on the fun for an evening of whisky tastings with Dewars and a delicious multi-course dinner at the Sea Pines Beach Club on December 4! To enhance your experience, a distillery representative will be present to share insights about each whisky including: Dewars White Label, Dewars 12 Year, 15 Year, 19 Year, and finally, 21 Year. Savor the unique flavors and notes of these exceptional spirits, starting with a welcome cocktail, followed by neat pours paired with each of the four expertly crafted courses crafted by Executive Chef Clinton Barabas and his culinary team. To conclude the night, enjoy a delectable dessert created by our Resort Executive Pastry Chef, Iain Jones!
All ticket prices include admission, tax and gratuity. Please note any food allergies for the chef when purchasing tickets. Allergies noted less than 24 hours before the event cannot be guaranteed.
Bring the whole family for a day of festive fun at Winter Wonderland at Shelter Cove Park. This one day event features carnival games, candy cane huts, inflatables, live DJs, and a festive children’s parade to celebrate the season. Admission is free with food, drinks, and some paid family activities available too!
Come out to Fraser’s Tavern every third Tuesday of the month for the Tap Takeover! Come out from 5-8pm for a special craft brewery takeover to try out local and regional beers! “The Art of the Brew” is an opportunity for the brewer and guests to interact, ask questions and giveaways!
Date: Sunday, December 15, 2024 Time: Two seatings: 10:30 AM & 12:30 PM Location:76 Queens Folly Road, Hilton Head Cost: $43 for adults | $25 for kids **Reservations are required.
Bring your wish list to the annual Brunch with Santa at Alexander’s Restaurant in Palmetto Dunes. Tuck into a tasty breakfast brunch and delicious holiday desserts, take a family photo with Santa fireside, and bring along an unwrapped gift to support the local Deep Well Project on Hilton Head.
Local’s Tip:Book online or call (866) 921-6639 for reservations.
Alexander’s, an upscale restaurant and wine bar in Hilton Head, SC, is delighted to offer wine dinners featuring a selection of wonderful wine, spectacular food, and lively conversation. Alexander’s Wine Dinners pair a specialty crafted multi-course dinner with award-winning wines in an elegant ambiance. Enjoy the chef’s finest creations while exploring the timeless craftsmanship of Freemark Abbey wines sourced from the Napa Valley.
Local’s Tip:Book online or call (866) 921-6639 for reservations.
Help the Hilton Head Island Audubon Society as it works with communities across America, including Sea Pines, to conduct the annual Audubon Christmas Bird Count. To register, email hhicbc@gmail.com or visit hiltonheadaudubon.org.
All aboard our festive wagon full of holiday fun. Join in on the fun as we travel to our version of the “North Pole” for crafts, activities, hot chocolate and treats. Along the way sing along to some holiday tunes and listen to the famous story “The Polar Express”. $17/adult, $19/child.
Gather friends and family under the iconic Liberty Oak for a spirit holiday performance by acclaimed Hilton Head entertainer Gregg Russell. This heartwarming Hilton Head tradition is filled with festive tunes, sing-alongs, and hilarious humor with a special visit from Santa Claus for the kids.
Trade snowy slopes and frozen toes for sandy sledding on Hilton Head Island. You’ve still got time to reserve your space, build your team, and design your dream holiday themed sand sled! The event takes place in front of the Sea Pines Beach Club with an oceanfront restaurant, rooftop bar, and beach bar to make a day of it.
Date: Daily Friday and Saturday until Sat, Dec 28 2024 Time: 5:30 PM – 7:30 PM Location:147 Lighthouse Rd, Hilton Head Cost: Free! Tickets: Train rides – $6/passenger, starting at 5:30pm
The festive fun in Harbour Town extends beyond the holiday lights! Enjoy a day of rest after Christmas then head to Holiday Fun in Harbour Town for two days of holiday movies, marshmallow roasting, family activities, and train rides around Hilton Head’s most famous marina. Entry is free with the donation of a canned food item.
Join in on the fun for the Paws and Claus Paradein Harbour Town! After Christmas, your furry friends can show off their best holiday attire in a parade led by Santa himself. Enjoy a festive day filled with holiday cheer and a photo op with Santa! All breeds and sizes are welcome—bring your pups and celebrate the season together! Registration begins at 12:15pm in front of Quarterdeck Market. Parade begins at 1pm also starting at Quarterdeck Market and ending near the Liberty Oak Stage. After the parade enjoy dog games around the Liberty Oak stage.
Join in for a magical evening aboard our illuminated wagon as we journey through the Sea Pines Forest Preserve! Immerse yourself in the holiday spirit with a delightful sing-along featuring your favorite festive tunes. Cozy holiday attire recommended. Hot chocolate and treats provided.
While it’s not the Rocky Mountains, the winter water temperatures on Hilton Head still offer a refreshing, polar bear worthy chill for those seeking a New Year’s plunge! Come and embrace our island’s winter spirit with a polar bear plunge in the Harbour Town Pool in Sea Pines.
Get ready for a festive New Year’s Eve ball drop from the top of the Harbour Town Lighthouse! Enjoy food, entertainment and live music throughout Harbour Town, then count down to the ball drop as we welcome the New Year! There will be two drops: 7pm and midnight.
Experience the magic of “snowfall” without leaving the island! Snow Day at Shelter Cove is a rare delight in the South. The park transforms into a winter playground with falling snow, inflatables, and fun-filled entertainment for the whole family. Building a snowman near the beach should be a bucket-list adventure!
November 10-11 | THE AMERICAN EXPERIENCE December 1-2 | HOLIDAY POPS January 19-20 | JAIME AND FRIENDS February 2-3 | THE SEVEN DEADLY SINS February 16-17 | GET HAPPY! A JUDY GARLAND CELEBRATION March 2-3 | CARL ORFF: CARMINA BURANA April 6-7 | MENDELSSOHN AND VIVALDI April 28-29 | LA MER AND ENRIQUE GRAF
The Hilton Head Symphony Orchestra Series showcases the island’s vibrant arts scene. Enjoy world-class performances featuring award-winning artists and conductors in the elegant setting of Hilton Head’s First Presbyterian Church.
For fitness enthusiasts, the annual Hilton Head Marathon is an opportunity to run a scenic course that winds through the island’s natural beauty. With multiple race options, it caters to runners of all levels with a post-race party and complimentary local beer that’ll bring you back to Hilton Head year after year!
Wrap up your winter vacation in Hilton Head on a cultural and culinary high note at the Hilton Head Island Seafood Festival. This unique annual event celebrates the South’s rich heritage with award-winning chefs and the best seafood on the island. From pop-up dinners, pig pickin’, and oyster roasts to prestigious home tours of Hilton Head, this annual event is not to be missed.
Our on-island team has been welcoming families to celebrate the holidays in our luxury homes on Hilton Head Island for more than 25 years. The holiday season kick-off festivals have begun and no matter how you like to celebrate the holidays, there are fun festivities for the whole family on Hilton Head Island.
The most important factor in planning events for your Hilton Head vacation is finding a home away from home, hosted by a local team that cares! Sunset Rentals has been proudly serving guests on the island for more than 25 years – come and experience the Sunset Advantage on Hilton Head!
Hilton Head Island is known for its beautiful sunny beaches, world-class golf courses, quintessential island activities, and stunning Lowcountry landscapes that inspire artists from across the globe. Hilton Head is a vibrant cultural destination with a long history and tradition of supporting the arts and home to some of the finest art galleries, Lowcountry markets, art and craft festivals, and public art collections in South Carolina.
Whether you’re an art aficionado and collector, a budding artist, or instilling a lifelong love of art in your kids, Hilton Head Island is a destination that won’t disappoint. Explore the local art galleries, studios and impressive displays of local art placed creatively around the island, take an art class, or simply pursue your artistic talents capturing Hilton Head’s Lowcountry landscapes from your front porch!
You’ll be sure to find a scenic and secluded Lowcountry artist retreat in our collection of luxury Hilton Head Island rentals – and we’ve done the homework for you on how to celebrate the visual arts on Hilton Head Island.
An inspiring sculpture of an American veteran clutching poppies, resting on a bench bearing the caption “To all veterans who served that all may be free.”
Hilton Head Crescendo is a month-long celebration of the arts, culture and history of Hilton Head Island, attracting over 10,000 visitors to Hilton Head. Join the artists at Bo Art Gallery for their fantastic Fall Art Festival with music, art, studio tours, food vendors, and a chance to meet the artists.
The award-winning Historic Bluffton Arts & Seafood is a fall highlight with Lowcountry oyster roasts, boat tours on the May River, soirees, orchestras and live music, and ending with a fabulous Street Fest and juried art show featuring over 100 artists from across the US.
Kick off summer the right way – a Memorial Day weekend in Hilton Head! The Hilton Head Art Festival presented by Nash Gallery is a two day festival with live bands, dance performances and artwork of every medium, all made in the USA.
Visiting Hilton Head Island for the first time? We’ve put together this extensive guide of the best tips and tricks to make the most out of your vacation! Whether you’re looking for an action-packed family adventure or a laid back island-style retreat, we’ve got you covered. Keep reading to find out more about our renowned beaches and golf courses, recommended activities, entertaining adventures, local shops and dining, the best souvenirs to take home, and even our favorite vacation rentals with unique accommodations.
1. Experience 12 Miles of Uninterrupted Beaches
Hilton Head Island is home to 7 public beaches encompassing 12 miles of interrupted paradise with white sand, sunny skies, and sparkling waves of the Atlantic Ocean. These unspoiled, natural beaches include 5 main resort areas: Forest Beach, Palmetto Dunes, Port Royal, Sea Pines, and Shipyard.
The Forest Beach Area is the “Hilton Head Hot Spot” located on the south end of the island between Shipyard and Sea Pines, and anchored by Coligny Beach Park and Alder Lane Beach. If you’re looking for award-winning beach access with family-friendly amenities, entertainment, beach rentals, and the legendary Tiki Hut, head to Coligny. However, if you’re looking for a slower pace away from the crowds, head just a mile south of Coligny to Alder Lane. This less-crowded beach access has lifeguards, restrooms, outdoor showers, and handicap matting for easy access.
Palmetto Dunes boasts 3 miles of pristine sandy beaches with easy beach access along Mooring Buoy, Ocean Lane and Dunes House. Just ride your bike or park at Dunes House for easy beach access!
The Port Royal Area offers access to 19 beach paths full of family-friendly beaches, shady parks, pavilions for picnics, and a playground. Fish Haul Beach Park is a popular favorite in this area with stunning natural driftwood, plenty of shells to collect, and some of the best sunsets. This hidden gem also boasts a boardwalk and observation deck for birdwatching, enchanting nature trails, and a secluded shoreline but it is not recommended for swimming.
Sea Pines presides over the south end of the island with 5 total miles of beachfront that is only open to Sea Pines residents and guests. If you’re staying in Sea Pines, you can ride the complimentary Sea Pines Trolley over to Sea Pines Beach Club for less crowded beaches, bars and restaurants, world-class amenities, and more.
The Shipyard area is nestled between Sea Pines and Palmetto Dunes, offering beautiful beaches, convenient access, and family-friendly fun. If you’re staying in Shipyard, guests get exclusive access to five-star amenities, an oceanfront deck, and a wide stretch of sandy beach at the oceanfront Shipyard Beach Club.
Additionally, mid-island beaches such as Burkes Beach, Driessen Beach, and Folly Field Beach, are quieter with less crowds. These are perfect for swimming, surfing, bodyboarding, and beach picnics! Burkes Beach even offers a dog park, perfect for a beach day with the whole family, including Fido.
2. Book a Tee Time on a Championship Course
Looking to hit the links on your first trip to Hilton Head? You’re in luck! The island features more than 24 championship golf courses both public and private. We know it can be overwhelming to research so many locations trying to find which one is right for you, so we’ve put together a simple guide to the must-play courses for your first trip!
Let’s start with the most popular courses. Atlantic Dunes is the oldest golf course but remains one of the best with oceanfront holes, a challenge for all skill levels, and beautiful views of the Atlantic Ocean while you play. Harbour Town Golf Links is famous for hosting the RBC Heritage on the PGA Tour with world-renowned par threes and the iconic red and white striped lighthouse in the background. The George Fazio Golf Course is the island’s only par-70 public golf course and often considered one of the most challenging. The Robert Trent Jones Course is an oceanfront beauty with panoramic views of the Atlantic Ocean at the 10th hole and challenging winds for even the most seasoned pros.
3. Cycle Through Miles of Leisure Pathways
One of the best ways to explore the island is on a bike! Hilton Head Island is home to 60 plus miles of leisurely bike paths through the island’s most popular resort areas. Not sure where to start? We’ll cover a few.
Check out Fish Haul Creek Park to traverse through 31 acres of diverse environments, like maritime forest, wetlands, and beach away from the hustle and bustle. On the other hand, if you don’t mind crowds, bike through Shelter Cove Community Park with a playground, live music, entertainment, and festivals. For a full list of the 60 plus miles of pathways that meander through the island, visit the bike trail map.
4. Go on an Exhilarating Family Adventure
Hilton Head Island welcomes adventurers of all kinds with helicopter tours, ziplines, guided kayaking, boat tours, wildlife expeditions, and more! Take a one-of-a-kind adventure tour on your first trip to the island to see America’s favorite island from a new vantage point!
Experience a guided helicopter tour of Hilton Head Island with FlyHHI for a chance to see breathtaking views of the ocean and explore the island’s top resort areas from above without all the crowds. Want a new perspective but not quite that far up in the sky? Head to Adventure Hilton Head for a scenic zipline tour or adventurous aerial course.
Explore the many waterways to see our wild inhabitants for yourself! Kayak through Broad Creek, take a dolphin safari, paddle through serene estuaries, enjoy a luxurious yacht cruise, reel in a big one on fishing tours, and more! Visit our Things to Do section for an extensive guide to Hilton Head’s best water activities.
Bringing a furry friend? Good news, Hilton Head Island offers many pet-friendly adventures! Explore the beach, markets, restaurants, shopping centers, cruises, trails, and more with your furry friends. Check out our Pet Friendly Activities section for a full guide to pet beach rules and pet-friendly establishments.
Local’s Tip: Want to venture out on your own? Rent paddle boards, skim boards, kayaks, bikes, and more with a complimentary VayK Life beach gear credit of up to $350 when you stay with Sunset Rentals!
5. Enjoy Island-Style Shopping & Dining
Slow down your pace after an adventure and switch to island time with family-friendly shopping and decadent dining on Hilton Head Island. Coligny Plaza, Shelter Cove, The Harbour Town Shops, and Main Street Village are one-stop shops for all the boutique stores, gift shops, specialty stores, and delicious dining you could dream of.
Coligny Plaza is the perfect spot for beach-goers with a laid-back vibe, over 60 stores and kiosks, year-round entertainment, and oceanfront dining.
Shelter Cove Harbour & Marina offers open-air outdoor shopping, live entertainment, festivals, boutiques, and gift stores, while Shelter Cove Town Center is an open-air waterfront village with over 30 stores, eateries, and a community park.
The Harbour Town Shops at Sea Pines provide a leisurely shopping experience with more than 20 boutique stores, galleries, gift shops, and unique dining experiences. Main Street Village allows you to step back in time for an old fashioned shopping experience with family-owned stores, tree-lined streets, unique shops, and some of the best restaurants of all the island.
6. Take Home a One-of-a-Kind Souvenir
If you’re looking for a unique souvenir to take home to remember your first Hilton Head Island vacation, we’ve found the perfect spots! The best gifts and take-home souvenirs are handmade, artisanal, and one of a kind.
The Hilton Head Farmers Market takes place every Tuesday from 9 am – 1 pm at Coastal Discovery Museum with local small businesses who make unique art, soaps, candles, travel accessories, and more.
The Farmers & Makers Market occurs in The Shops at Sea Pines Center with book signings, handmade art, local goods, fresh produce, and more. Visit their Facebook page or Events page for upcoming hours and dates!
7. Sit Back and Relax in a Luxury Vacation Rental
We know there are few things more precious than your time on vacation with friends and family and where you spend that time can make or break the entire trip. Sunset Rentals is a locally operated Hilton Head Island company that takes pride in offering first-class service to our guests before, during, and after your stay.
We’re here to recommend properties to you based on your unique needs, share our favorite activities with you, help you plan your stay, and make the most out of your first vacation to our slice of paradise!
Our vacation rentals range from comfortable oceanfront villas to private luxury homes. Whether you’re a couple looking for a 1 bedroom villa, a large family searching for 5+ bedrooms, private pools, or pet-friendly rentals, there’s something for everyone.
With a selection of 220+ professionally managed vacation rentals, exceptional guest services from a local on-island team, and a flexible cancellation policy – you can book your Hilton Head Island wellness retreat with confidence and ease with Sunset Rentals.
Planning a family vacation to Hilton Head Island, SC? As you prepare for your much-needed break along the stunning South Carolina shoreline, it’s important to consider the well-being and happiness of every single family member, including the little ones, elderly grandparents, and your furry best friends!
We’ve taken the pressure off your family vacation planning for Hilton Head Island with a list of local childcare & babysitting options that cater to vacationing families and group activities and camps for your kids to enjoy their vacation to the fullest – while you indulge in me time!
The Island Recreation Centeris a large community center on the north end of Hilton Head Island with a double gymnasium, fitness facilities, an outdoor pool, sports courts, pickleball, playgrounds, and a drop-in childcare facility. The Island Rec Center hosts regular recreation programs and summer camps with daily and weekly drop-in memberships available for families vacationing on Hilton Head Island.
Located at Lowcountry Celebration Park across from Coligny Plaza, The Sandbox Children’s Museum is a haven of hands-on play and learning for little ones. The Sandbox offers a variety of programs for families like Monday Funday with FREE fun and an interactive music show, FREE Family Fun Night on the first Friday of each month, Kids Night Out on select Saturdays, and an amazing Summer Camp Program in June and July. The Sandbox Summer Camp runs from Monday to Friday with half-day and full-day options for ages 4-12 years. Pre-registration is required online no later than Wednesday of the previous week. Pre-Register HERE!
You and your kids will love “Kids Night Out” at The Art Café! Plan a date night at Rock Fish at Bomboras while the kids have a blast creating and painting pottery at The Art Café upstairs!
Kids Night Out is held every Monday, Tuesday, and Wednesday evening through the summer months, from 5:45 PM to 7:15 PM (if you hurry you may make the end of happy hour at Bomburas!)
Call ahead for reservations. If you’re keen to create with the kids, The Art Café has 90-minute reservation times at 11:15 AM, 1 PM, 2:45 PM, 4:30 PM, and 6:15 PM daily.
For older adventure seekers, Outside Hilton Head are the outdoor experts on Hilton Head Island with an abundance of exceptional Hilton Head tours and programs to explore the Lowcountry landscapes. Learn to surf and stand-up paddle, cruise the barrier islands by boat, kayak by full moon, plan a family fishing day, or embark on a dolphin sail at sunset.
Kids & teen camps are no longer offered, however the family adventures and private activities are geared to all ages and they’ll happily accept the older kids for group activities without parental supervision. If you need a nanny to look after little ones while you adventure with the teens, keep reading!
Neighborhood: Shelter Cove Location: 50 Shelter Cove Lane, Hilton Head Island Phone: (843) 686-6996
Hilton Head Nannies are the preferred provider for one-on-one childcare and babysitting services in the comfort of your own vacation rental home! They are known to have one of the most intense vetting processes in the industry ensuring all babysitters are background checked, CPR and first aid certified, highly trained, and experienced to provide a safe and nurturing environment for your children. Whether you’re planning a business meeting, golf day, spa session, or indulging in quality adult time, you’ll have peace of mind knowing your little treasures are in good hands with Hilton Head Nannies.
Phone: (843) 227-3196 Hours: Available 24 hours per day, 7 days a week
Pricing: Starting at $35 per hour – 4 hour minimum **Hero Discounts for Military, Law Enforcement Officers, Firefighters, EMS Personnel, and Teachers. Please advise at the time of booking.
Guardian Angels Sitting Service is another local babysitting and nanny service with highly qualified, screened professionals fully licensed and certified to care for your kids, pets, and elderly family members. Local sitting services on Hilton Head Island include full time, part time, and overnight nannies for extra hands, on-call babysitters for a last-minute date night, special event sitting for family reunions or weddings, elderly companionship, and local pet-sitters for your pup.
Phone: (877) 420-4277 Hours: Available 24 hours per day, 7 days a week
Pricing: Starting at $20 per hour – 4-hour minimum
Companions, Nurses, and Nannies, Inc. have been offering private in-home healthcare services on Hilton Head Island for over 30 years. Their services include registered nurses, licensed practical nurses, nurses aides, nannies, and companions for 24-hour care, seven days a week.
Arranging a vacation nanny gives you the freedom to explore the island on your own schedule, adventure out while the kids nap, and take the time out that you, Mom and Dad, deserve!
Phone: (843) 681-5011 Hours: Available 24 hours per day, 7 days a week
If your family situation requires extra special attention and care, BrightStarCare of Hilton Head provides qualified and specialized medical staff and caregivers for in–home care covering chronic conditions, short-term disabilities, and special needs for any length of time required, including 24/7 care.
Contact BrightStarCare on their website or call their office to customize your care services during your stay on Hilton Head Island.
Phone: (843) 837-3773
Stay With Sunset Rentals For Your Family Getaway
Stay with Sunset Rentals and keep the kids entertained all summer long with our complimentary beach gear and bike rentals from Vayk Gear! Of course, you can’t leave them unsupervised, but with bike rentals for the whole family, kayaks to cruise the waterways, loungers and umbrellas to set up camp on the sand, and skim boards, body boards, and surfboards for ocean play – the chances of them bugging you as you stretch out and relax are limited! At the end of the day, you’ll have happy kids and a home away from home that satisfies all your family needs, and more! Click HEREto learn more!
